A New Entry to Asymmetric Synthesis of Optically Active α,γ-Substituted γ-Butyrolactones, Using a Carbohydrate Derived Amide as Both a Chiral Auxiliary and a Proton Source
- 17 December 2004
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 70 (2) , 529-532
- https://doi.org/10.1021/jo0485637
Abstract
A new entry for the asymmetric synthesis of optically active α,γ-substituted γ-butyrolactones was developed by using a carbohydrate-derived amide as both a chiral auxiliary and a proton source. Unlike the previously reported examples, the chiral auxiliary employed in this reaction also successfully functioned as a protonating agent. Excellent asymmetric induction could be achieved by this dual stereoselective control in the reaction process.Keywords
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